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Literature DB >> 22509806

Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.

Kimberly M Steward¹, Emily C Gentry, Jeffrey S Johnson.

Abstract

The dynamic kinetic resolution of β-aryl α-keto esters has been accomplished using a newly designed (arene)RuCl(monosulfonamide) transfer hydrogenation catalyst. This dynamic process generates three contiguous stereocenters with remarkable diastereoselectivity through a reduction/lactonization sequence. The resulting enantioenriched, densely functionalized γ-butyrolactones are of high synthetic utility, as highlighted by several secondary derivatizations.

Entities: Chemical Disease Gene

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Year: 2012 PMID： 22509806 PMCID： PMC3342478 DOI： 10.1021/ja3027136

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

13 in total

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Authors: Hideo Shimizu; Izuru Nagasaki; Kazuhiko Matsumura; Noboru Sayo; Takao Saito
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Review 5. The renaissance of alpha-methylene-gamma-butyrolactones: new synthetic approaches.

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Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

6. Dynamic kinetic resolution: asymmetric transfer hydrogenation of alpha-alkyl-substituted beta-ketoamides.

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10. Catalytic asymmetric intermolecular Stetter reaction of glyoxamides with alkylidenemalonates.

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Journal: J Am Chem Soc Date: 2017-03-02 Impact factor: 15.419

8. Stereoconvergent Conjugate Addition of Arylboronic Acids to α-Angelica Lactone Derivatives: Synthesis of Stereochemically Complex γ-Butyrolactones.

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9. Asymmetric Synthesis of γ-Lactones through Koga Amine-Controlled Addition of Enediolates to α,β-Unsaturated Sulfoxonium Salts.

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10. Asymmetric synthesis of anti-β-amino-α-hydroxy esters via dynamic kinetic resolution of β-amino-α-keto esters.

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